Highland Beach Holidays
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Top hotels in Highland Beach
Historic Inns of Annapolis
58 State Circle Annapolis MD
8.8/10 Excellent! (1,905 reviews)
Location perfect
Reviewed on 23 Nov, 2025
Graduate by Hilton Annapolis
126 West St Annapolis MD
The price is S$182 per night from 21 Dec to 22 Dec
S$182
21 Dec - 22 Dec
includes taxes & fees
9.2/10 Wonderful! (1,007 reviews)
Love this hotel and its location. Walkable to downtown, the USNA and the football field. However I think the price per room is excessive especially on football weekends.
Reviewed on 27 Nov, 2025
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
The price is S$84 per night from 21 Dec to 22 Dec
S$84
21 Dec - 22 Dec
includes taxes & fees
8.6/10 Excellent! (1,027 reviews)
Clean, friendly staff. Restaurant/ bar food was excellent and staff in the restaurant/ bar were fun and accommodating!
Reviewed on 26 Nov, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
What to do in Highland Beach
AERIAL TRAM TOUR - HALF DAY PASS Rainforest Adventures Jacó
S$87
per adult
Ashes and Apparitions of Annapolis Ghost Tour
S$42
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
